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Bioactivities (22)
SigmaAldrich
Reactions (7)
Substances (1)
Structure
Targets (4)
Citations (18)
N° of preparations All Preps | All Reactions
Structure/Compound Data Chemical Name: JWH 250
5 prep out of 7 reactions.
Reaxys Registry Number: 10098853
Type of Substance: heterocyclic Molecular Formula: C22H25NO2
Linear Structure Formula: C22H25NO2
Molecular Weight: 335.446 InChI Key: FFLSJIQJQKDDCM-UHFFFAOYSA-N 1
Available Data
Target
N° of ref.
Druglikeness
Bioactivity
Identification Physical Data (10) Spectra (12)
Show Targets
18
Highest Clinical Phase: Preclinical
Synthesize | Hide Details Find similar Chemical Names and Synonyms JWH 250, 2-(2-methoxy-phenyl)-1-(1-pentyl-1H-indol-3-yl)-ethanone, 1-(1-pentyl-1H-indol-3-yl)-2-(2-methoxyphenyl)-ethanone, 1-(1-pentyl-1Hindol-3-yl)-2-(2-methoxyphenyl)ethanone, 2-(2-methoxyphenyl)-1-(1-pentyl-1H-indol-3-yl)ethanone, 2-(2-methoxyphenyl)-1-(1-pentylindol-3yl)ethanone, JWH-250 Druglikeness Bioactivity In vitro: Efficacy (10) Quantitative Results pX
Parameter
7.96
Ki
Value (qual)
Value (quant)
Unit
11
nM
Action on Target
Target
Tissue/Organ
Cannabinoid receptor 1 [Rattus
brain cortex
Cell
Bioassay Binding
Dose
Effect
Reference (expand all/collapse all) Bioorganic and Medicinal...
Title/Abstract Full Text View citing articles Show Details
norvegicus]:Wild Huffman, John W.; Szklennik, Paul V.; Almond, Amanda; Bushell, Kristen; Selley, Dana E.; He, Hengjun; Cassidy, Michael P.; Wiley, Jenny L.; Martin, Billy R.
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 18 p. 4110 - 4113 Title/Abstract Full Text View citing articles Show Details
7.48
Ki
33
nM
Cannabinoid receptor 2 [human]:Wild
CHO
Binding
Bioorganic and Medicinal...
Title/Abstract Full Text View citing articles Show Details
Huffman, John W.; Szklennik, Paul V.; Almond, Amanda; Bushell, Kristen; Selley, Dana E.; He, Hengjun; Cassidy, Michael P.; Wiley, Jenny L.; Martin, Billy R.
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 18 p. 4110 - 4113 Title/Abstract Full Text View citing articles Show Details
6.59
IC50
260
nM
Cannabinoid receptor 1 [human]:Wild
Binding
0.00300000 µM
Chemical and Pharmaceuti...
Title/Abstract Full Text View citing articles Show Details
Binding
0.00300000 µM
Chemical and Pharmaceuti...
Title/Abstract Full Text View citing articles Show Details
Uchiyama, Nahoko; Kikura-Hanajiri, Ruri; Goda, Yukihiro
Chemical and Pharmaceutical Bulletin, 2011 , vol. 59, # 9 p. 1203 - 1205 Title/Abstract Full Text View citing articles Show Details
6.99
IC50
103
nM
Cannabinoid receptor 2 [human]:Wild
Uchiyama, Nahoko; Kikura-Hanajiri, Ruri; Goda, Yukihiro
Chemical and Pharmaceutical Bulletin, 2011 , vol. 59, # 9 p. 1203 - 1205 Title/Abstract Full Text View citing articles Show Details
7.96
pKi
7.958
Radioligand (/ligand)
Cannabinoid receptor 1 [Rattus norvegicus]:Wild
European Journal of Medi...
Title/Abstract Full Text View citing articles Show Details
De Freitas, Guilherme B.L.; da Silva, Leandro L.; Romeiro, Nelilma C.; Fraga, Carlos A.M.
European Journal of Medicinal Chemistry, 2009 , vol. 44, # 6 p. 2482 - 2496 Title/Abstract Full Text View citing articles Show Details
Ratio
1.064
Radioligand (/ligand)
Cannabinoid receptor 1 [Rattus norvegicus]:Wild
European Journal of Medi...
Title/Abstract Full Text View citing articles Show Details
De Freitas, Guilherme B.L.; da Silva, Leandro L.; Romeiro, Nelilma C.; Fraga, Carlos A.M.
European Journal of Medicinal Chemistry, 2009 , vol. 44, # 6 p. 2482 - 2496 Title/Abstract Full Text View citing articles Show Details
7.48
pKi
7.481
Radioligand (/ligand)
Cannabinoid receptor 2 [human]:Wild
European Journal of Medi...
Title/Abstract Full Text View citing articles Show Details
De Freitas, Guilherme B.L.; da Silva, Leandro L.; Romeiro, Nelilma C.; Fraga, Carlos A.M.
European Journal of Medicinal Chemistry, 2009 , vol. 44, # 6 p. 2482 - 2496 Title/Abstract Full Text View citing articles Show Details
7.48
pKi
7.481
Radioligand (/ligand)
Cannabinoid receptor 2 [human]:Wild
CHO
Letters in Drug Design a...
Title/Abstract Full Text View citing articles Show Details
Rituparna; Mahmood; Ravikumar
Letters in Drug Design and Discovery, 2009 , vol. 6, # 8 p. 599 - 619 Title/Abstract Full Text View citing articles Show Details
Qualitative Information 1 of 2
Target
Cannabinoid receptor 2 [human]:Wild
Substance action on target
Radioligand (/ligand)
Biological material
human CHO
Assay
Binding affinity of the compound towards human cannabinoid receptor 2 expressed in CHO membranes using 102.9 Ci/mmol [3H]CP 55940 as radioligand upon incubation in
2 of 2
Description
50 mM Tris-HCl, pH 7.4 for 1 h at 30 degree C
Results
Ki not calculated
Citation
Rituparna; Mahmood; Ravikumar
Letters in Drug Design and Discovery, 2009 , vol. 6, # 8 p. 599 - 619 Title/Abstract Full Text View citing articles Show Details
Target
Cannabinoid receptor 1 [human]:Wild
Biological material
human
Assay Description
Ratio of inhibitory concentration of compound towards human recombinant cannabinoid receptor-1 to that of cannabinoid receptor-2 using [3H]CP-55940 as radioligand was determined
Citation
Uchiyama, Nahoko; Kikura-Hanajiri, Ruri; Goda, Yukihiro
Chemical and Pharmaceutical Bulletin, 2011 , vol. 59, # 9 p. 1203 - 1205 Title/Abstract Full Text View citing articles Show Details
In vivo: Animal Model (12) Quantitative Results pX
Parameter
1
% change
Value (qual)
Value (quant)
Unit
Not active
Action on Target
Animal Model
Biological Species
Route of administration
Dose
rhesus monkey
intravenous administration
0.1 mg/kg
Journal of Pharmacology ...
Title/Abstract Full Text View citing articles Show Details
0.1 mg/kg
Journal of Pharmacology ...
Title/Abstract Full Text View citing articles Show Details
0.001 - 0.1 mg/kg
Journal of Pharmacology ...
Title/Abstract Full Text View citing articles Show Details
0.001 -1 mg/kg
Journal of Pharmacology ...
Title/Abstract Full Text View citing articles Show Details
0.001 -1 mg/kg
Journal of Pharmacology ...
Title/Abstract Full Text View citing articles Show Details
0.001 -1 mg/kg
Journal of Pharmacology ...
Title/Abstract Full Text View citing articles Show Details
Dosing regimen
Effect
Reference (expand all/collapse all)
Hruba, Lenka; McMahon, Lance R.
Journal of Pharmacology and Experimental Therapeutics, 2017 , vol. 362, # 2 p. 278 - 286 Title/Abstract Full Text View citing articles Show Details
Time
1-2
h
rhesus monkey
intravenous administration
Hruba, Lenka; McMahon, Lance R.
Journal of Pharmacology and Experimental Therapeutics, 2017 , vol. 362, # 2 p. 278 - 286 Title/Abstract Full Text View citing articles Show Details
ED50
0.033
mg/kg
rhesus monkey
intravenous administration
Hruba, Lenka; McMahon, Lance R.
Journal of Pharmacology and Experimental Therapeutics, 2017 , vol. 362, # 2 p. 278 - 286 Title/Abstract Full Text View citing articles Show Details
ED50
0.517
mg/kg
rhesus monkey
intravenous administration
Hruba, Lenka; McMahon, Lance R.
Journal of Pharmacology and Experimental Therapeutics, 2017 , vol. 362, # 2 p. 278 - 286 Title/Abstract Full Text View citing articles Show Details
6.83
pKb
6.83
no unit
rhesus monkey
intravenous administration
Hruba, Lenka; McMahon, Lance R.
Journal of Pharmacology and Experimental Therapeutics, 2017 , vol. 362, # 2 p. 278 - 286 Title/Abstract Full Text View citing articles Show Details
1
% change
Not active
rhesus monkey
intravenous administration
Hruba, Lenka; McMahon, Lance R.
Journal of Pharmacology and Experimental Therapeutics, 2017 , vol. 362, # 2 p. 278 - 286 Title/Abstract Full Text View citing articles Show Details
% increase
Active
rhesus monkey
intravenous administration
0.001 -1 mg/kg
Journal of Pharmacology ...
Title/Abstract Full Text View citing articles Show Details
1 mg/kg
Journal of Pharmacology ...
Title/Abstract Full Text View citing articles Show Details
3.2 mg/kg
Journal of Pharmacology ...
Title/Abstract Full Text View citing articles Show Details
3.2 mg/kg
Journal of Pharmacology ...
Title/Abstract Full Text View citing articles Show Details
0.1 mg/kg
Journal of Pharmacology ...
Title/Abstract Full Text View citing articles Show Details
1 mg/kg
Journal of Pharmacology ...
Title/Abstract Full Text View citing articles Show Details
Hruba, Lenka; McMahon, Lance R.
Journal of Pharmacology and Experimental Therapeutics, 2017 , vol. 362, # 2 p. 278 - 286 Title/Abstract Full Text View citing articles Show Details
ED50
0.56
mg/kg
rhesus monkey
intravenous administration
Hruba, Lenka; McMahon, Lance R.
Journal of Pharmacology and Experimental Therapeutics, 2017 , vol. 362, # 2 p. 278 - 286 Title/Abstract Full Text View citing articles Show Details
ED50
2.21
mg/kg
rhesus monkey
intravenous administration
Hruba, Lenka; McMahon, Lance R.
Journal of Pharmacology and Experimental Therapeutics, 2017 , vol. 362, # 2 p. 278 - 286 Title/Abstract Full Text View citing articles Show Details
%
15
%
rhesus monkey
intravenous administration
Hruba, Lenka; McMahon, Lance R.
Journal of Pharmacology and Experimental Therapeutics, 2017 , vol. 362, # 2 p. 278 - 286 Title/Abstract Full Text View citing articles Show Details
%
100
%
rhesus monkey
intravenous administration
Hruba, Lenka; McMahon, Lance R.
Journal of Pharmacology and Experimental Therapeutics, 2017 , vol. 362, # 2 p. 278 - 286 Title/Abstract Full Text View citing articles Show Details
%
0
%
rhesus monkey
intravenous administration
Hruba, Lenka; McMahon, Lance R.
Journal of Pharmacology and Experimental Therapeutics, 2017 , vol. 362, # 2 p. 278 - 286 Title/Abstract Full Text View citing articles Show Details
Identification Physical Data Spectra